Question

Write the following reaction with equation-

(a) Hoffmann Bromamide reaction.
(b) Carbylamine reaction.
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Answer 1

Answer:

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Answer 2

Answer:

When amide is treated with Br

2 in aqueous or ethanolic solution of NaOH, degradation of amide results in formation of primary amine.

Primary amine formed contains one carbon less than the number of carbon atoms in amide.

Oar− C∣∣L −NH 2 +Br L2 +4NaOH⟶R−NH 2+Na 2 CO 3 +2NaBr+2H 2 OMechanism:

Base attacks amide deprotonating it and generating anion.

Anion reacts with Br

2 forming bromoamide.

Deprotonation of bromoamide occurs forming bromoamide anion which undergoes rearrangement forming isocyanate.

Isocyanate forms carbamic acid by addition of H

2

O molecules.

Decarboxylation of carbamic acid occurs forming primary amine.

Explanation:

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